Decyl beta-D-glucopyranoside

Base Information

• Chemical Name: Decyl beta-D-glucopyranoside
• CAS No.: 58846-77-8
• Deprecated CAS: 124828-32-6,148406-76-2,150679-30-4
• Molecular Formula: C16H32O6
• Molecular Weight: 320.426
• Hs Code.: 29389090
• European Community (EC) Number: 261-469-7
• UNII: Z17H97EA6Y
• DSSTox Substance ID: DTXSID2041208
• Nikkaji Number: J278.587K
• Wikipedia: Decyl_glucoside
• Wikidata: Q891778
• RXCUI: 1311572
• Metabolomics Workbench ID: 122758
• ChEMBL ID: CHEMBL1213555
• Mol file: 58846-77-8.mol

Synonyms:decyl glucoside

Chemical Property of Decyl beta-D-glucopyranoside

Chemical Property:

• Melting Point: 75-130 °C
• Refractive Index: 1.511
• Boiling Point: 476.5 °C at 760 mmHg
• PKA: 12.95±0.70(Predicted)
• Flash Point: 242 °C
• PSA: 99.38000
• Density: 1.14 g/cm³
• LogP: 0.94360
• Storage Temp.: −20°C
• Solubility.: Soluble in methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 320.21988874
• Heavy Atom Count: 22
• Complexity: 275

Purity/Quality:

98%min ^*data from raw suppliers

Decyl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Uses: Non-ionic detergent used for solubilizing membrane proteins and in the development of sugar-based surfactant solutions.

Technology Process of Decyl beta-D-glucopyranoside

There total 33 articles about Decyl beta-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

n-decyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (103168-14-5) → n-decyl β-D-glucopyranoside (58846-77-8,41444-55-7)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 16h;

DOI:10.1016/j.carres.2019.107905

Reference yield: 12.0%

D-Glucose (2280-44-6) + 1-Decanol (112-30-1) → n-decyl β-D-glucopyranoside (58846-77-8,41444-55-7)

Guidance literature:

With immobilized β-glucosidase G 0395 from almonds (EC 3.2.1.21); In water; at 20 ℃; for 144h;

DOI:10.1016/j.tet.2003.10.098

Reference yield: 1.93%

β-D-glucose (492-61-5) + 1-Decanol (112-30-1) → n-decyl β-D-glucopyranoside (58846-77-8,41444-55-7)

Guidance literature:

With almond meal; In water; at 50 ℃; for 168h; Solvent; Thermodynamic data; Equilibrium constant; Enzymatic reaction;

DOI:10.1016/S1872-2067(11)60333-1

upstream raw materials:

n-decyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

D-Glucose

1-Decanol

n-butyl D-glucoside

Downstream raw materials:

(2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol

β-D-glucose

1-Decanol

O-n-pentyl β-D-glucopyranoside

Refernces

• 1、 Voggel, Michael,Meinusch, Rebecca M.,Siewert, Vanessa,Kunkel, Marius,Wittmann, Valentin,Polarz, Sebastian. "Sweet surfactants: Packing parameter-invariant amphiphiles as emulsifiers and capping agents for morphology control of inorganic particles". . p. 7214 - 7227. Retrieved 2018/09/26.
• 2、 Chen, Guoyong,Li, Zhencao,Chen, Langqiu,Ji, Shanwei,Shen, Wangzhen. "Synthesis and Properties of Alkyl β-d-Galactopyranoside". . p. 1095 - 1105. Retrieved 2016/10/18.